Patent FR-2872162-A1 (FR)
Title: New cationic compounds useful in tinctorial composition for dyeing keratinous fibers
Inventor: GREAVES ANDREW
IPC: C07D401/12
Filed: 2004-06-23
Abstract: Cationic compound (I) or their additive salts with an acid are new. Cationic compounds (I) of formula Col1-LK-Col2 or their additive salts with an acid are new (where the electro neutrality of compound is ensured by one or more anions (An ->). Col1 : a compounds of formulae (I) and (II); Col2 : compounds of formulae (III) and (IV); W 1, W 6-NR 1- or -O; Wa 1, Wa 6-NRa 1Ra 2 or -ORa 3; either R 1, Ra 1, Ra 2, Ra 3H or 1-20 (preferably 1-16)C hydrocarbonated chain forming one or more carbonated cycles (optionally substituted by 3-7 chains and optionally interrupted by one or more heteroatoms or groups carrying at least a heteroatom (preferably O or N)); or Ra 1Ra 2 or NRa 1Ra 2optionally substituted 5-7C heterocyclic chain (optionally comprising another heteroatom, identical or different from nitrogen); or Ra 1+Ra 2+Ra 3, NRa 1, NRa 2, NRa 3forms the entire or part of LK group or 5-7C heterocyclic chain; or R 1, NR 15-7C heterocyclic chain (optionally comprising another heteroatom (optionally substituted by N or O); W 2, W 5, Wa 2, Wa 5phenyl compound of formula (a), pyrrole compound of formula (b) or naphthalene compound of formula (c); X 1N or CR 7 group; X 2N or CR 8 group; Z 1N or CR 10 group; Z 2N or CR 11 group; either R 4, R 5, R 6, Ra 6, R 7, R 8, R 10, R 111-16C hydrocarbonated chain forming one or more carbon cycles comprising 3-6 chains (optionally substituted and interrupted by one or more heteroatoms or groups carrying at least a heteroatom (preferably O or N), OH, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy, alkoxycarbonyl (RO-CO-) (where R is 1-4C alkyl radical), alkylcarbonyloxy (RCO-O-) radical (where R is 1-4C alkyl radical), amino, amino group substituted by one or more 1-4C alkyl radicals (optionally carrying OH), two alkyl radicals optionally with nitrogen atom forming 5-6C heterocyclic chain optionally carrying another heteroatom identical or different from nitrogen, alkylcarbonylamino (RCO-NR-) group (where R is 1-4C alkyl radical), carbamoyl ((R) 2N-CO) group (where R is H or 1-4C alkyl radical), ureido (N(R) 2-CO-NRa-) group (where R, Ra are H or 1-4C alkyl radical), sulfonamide ((R) 2N-SO 2-) group (where R is 1-4C alkyl radical), alkylsulfonylamino (RSO 2-NRa-) group (where R, Ra is H or 1-4C alkyl), guanidinium ((Ra) 2N-C(=NH 2 +>)-NR-) group (where R, Ra is H or 1-4C alkyl radical), NO 2, CN or halo (Cl or Fl); or R 4, R 5, R 6, Ra 6, R 7, R 8, R 10, R 11H or 5-7C heterocyclic chain, a bond of Wa 2 and Wa 1 with LK group or Wa 5 and Wa 6 with LK group; a : bond of W 2, W 5, Wa 2, Wa 5 with nitrogen group (-N=N-); b : bond of W 2 with W 1, W 5 with W 6, Wa 2 with Wa 1 with LK group or Wa 5 with Wa 6 with LK group; R 9H or 1-6C hydrocarbonated chain forming one or more carbons cycles comprising 3-7 chains (optionally substituted); n, na : lower or equal to 6; W 3, W 4a heteroaromatic cationic radical of formulae (1-11); Ra 41-16C hydrocarbonated chain, forming one or more carbon cycles comprising 3-6 chains (optionally substituted and interrupted by one or more heteroatoms or groups carrying at least a heteroatom (preferably O or N), OH, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy, alkoxycarbonyl (RO-CO-) (where R is 1-4C alkyl radical), alkylcarbonyloxy (RCO-O-) radical (where R is 1-4C alkyl radical), amino group, amino group substituted by one or more 1-4C alkyl radicals (identical or different) (optionally carrying OH), two alkyl radicals optionally with nitrogen atom forming a 5-6C heterocyclic chain optionally carrying another heteroatom identical or different from nitrogen, alkylcarbonylamino (RCO-NR-) group (where R is 1-4C alkyl radical), carbamoyl ((R) 2N-CO) group (where R is optionally identical H or 1-4C alkyl radical), ureido (N(R) 2-CO-NRa-) group (where R, Ra are H or 1-4C alkyl radical), sulfonamide ((R) 2N-SO 2-) group (where R is 1-4C alkyl radical), alkylsulfonylamino (RSO 2-NRa-) group (where R, Ra = H or 1-4C alkyl radical), guanidinium ((Ra) 2N-C(=NH 2 +>)-NR-) group ((where R, Ra = H or 1-4C alkyl radical), NO 2, CN, halo (preferably Cl or Fl), two radicals Ra4 carried by two adjacent carbon atoms of the main cycle optionally forming a secondary cycle with 5-6 (preferably 6) chains (optionally aromatic and substituted by at least H), OH, 1-4C alkyl radical, 1-4C alkoxy radical, 2-4C (poly)hydroxyalkoxy radical, amino radical, amino radical substituted by 1-4C alkyl radicals (optionally carrying at least OH group); Ra 5an atom (carbon) directly linked to quarternized nitrogen atom representing 1-16C hydrocarbonated chain, forming one or more carbon cycles comprising 3-6 chains (optionally substituted and interrupted by one or more heteroatoms or groups carrying at least a heteroatom (preferably O, N or S); R 71-4C alkyl, phenyl or benzyl (all optionally substituted); c : a bond linking the cationic radical with the nitrogen group on the main (preferred) or secondary cycle; p : 0-4; p1 : 0-2; p2 : 0-3; and LK : 2-40 (preferably 2-20)C hydrocarbon chain carrying cationic charge (optionally substituted or interrupted by a heteroatom or group comprising a heteroatom (O or N). Provided that: if the main cycle does not carry the number of maximum substituent, then the unsubstituted position(s) carry a hydrogen atom; LK is terminated by a heteroatom or group carrying a heteroatom (O or N) if LK is linked to Wa 2, Wa 5 and LK is terminated by a group carrying at least a heteroatom (-CO- or -SO 2) if LK is linked to W 6 and W 1. Independent claims are also included for: (1) tinctorial composition comprising (I) as a direct dye or its additive salts with an acid in a medium for dyeing of keratinous fibers; (2) coloring process of keratinous fiber comprising contacting the composition with the dry or wet keratinous fibers to obtain the desired effect; and (3) a device comprising several compartments in which the first compartment contains the composition and the second compartment contains an oxidizing composition. [Image] [Image] [Image] [Image] [Image] [Image].